100945-56-0Relevant academic research and scientific papers
Synthesis, characterization and optoelectronic investigations of bithiophene substituted 1,3,4-oxadiazole derivatives as green fluorescent materials
Deshapande, Narahari,Belavagi, Ningaraddi S.,Sunagar, Manjunath G.,Gaonkar, Supreet,Pujar,Wari,Inamdar,Khazi, Imtiyaz Ahmed M.
, p. 86685 - 86696 (2015)
A series of novel unsymmetrical bithiophene substituted oxadiazole derivatives 2(a-e) were designed and synthesised by employing palladium catalysed Suzuki cross coupling reaction. These bipolar molecules consist of bithiophene as an electron donor unit (D) and electron transporting oxadiazole as acceptor unit (A). The structural integrity of all the new compounds was confirmed by 1H NMR, 13C NMR and GC-MS analysis. The photophysical and electrochemical properties have been studied in detail using UV-Vis absorption, fluorescence spectroscopy and CV measurements. All compounds emit intense green fluorescence with good quantum yields. Density functional theory computations have been carried out to understand the structure-property relationship, the computed values are found to be in good agreement with the experimental results. The results demonstrated that the novel bithiophene containing oxadiazole derivatives could play an important role in organic optoelectronics.
Design, synthesis and optoelectronic properties of unsymmetrical oxadiazole based indene substituted derivatives as deep blue fluoroscent materials
Belavagi, Ningaraddi S.,Deshapande, Narahari,Pujar,Wari,Inamdar,Khazi, Imtiyaz Ahmed M.
, p. 1323 - 1330 (2015)
A series of novel unsymmetrically substituted indene-oxadiazole derivatives (3a-f) have been designed and synthesized by employing palladium catalysed Suzuki cross coupling reaction in high yields. The structural integrity of all the novel compounds was established by 1H, 13C NMR and LC/MS analysis. These compounds are amorphous in nature and are remarkably stable to long term storage under ambient conditions. The optoelectronic properties have been studied in detail using UV-Vis absorption and Fluorescence spectroscopy. All compounds emit intense blue to green-blue fluoroscence with high quantum yields. Time resolved measurments have shown life times in the range of 1.28 to 4.51 ns. The density functional theory (DFT) calculations were carried out for all the molecules to understand their structure-property relationships. Effect of concentration studies has been carried out in different concentrations for both absorption and emission properties and from this we have identified the optimized fluoroscence concentrations for all these compounds. The indene substituted anthracene-oxadiazole derivative (3f) showed significant red shift (λmax emi=490 nm) and emits intense green-blue fluoroscence with largest stokes shift of 145 nm. This compound also exhibited highest fluoroscence life time (τ) of 4.51 ns, which is very close to the standard dye coumarin-540A (4.63 ns) and better than fluorescein-548 (4.10 ns). The results demonstrated that the novel unsymmetrical indene-substituted oxadiazole derivatives could play important role in organic optoelectronic applications, such as organic light-emitting diodes (OLEDs) or as models for investigating the fluorescent structure-property relationship of the indene-functionalized oxadiazole derivatives.
Preparation of functionalized polystyrene-block-polyisoprene copolymers and their luminescence properties
Hou, Sijian,Chan, Wai Kin
, p. 850 - 856 (2007/10/03)
A series of block copolymers functionalized with aromatic 1,3,4-oxadiazole and stilbene derivatives have been synthesized by the palladium catalyzed reaction between polystyrene-block-polyisoprene and different functional units. These polymers exhibited different emission properties in solution and in the solid state. In chloroform solution, they showed relatively narrow and featured emission bands while, in the solid state, the emission band was broadened and showed a significant red shift. These observations were attributed to the formation of aggregates between the luminophores. After some oxadiazole functionalized copolymers were annealed at elevated temperature, such aggregation was enhanced and there were further changes in the emission spectra. For the bifunctional copolymers, such a shift in the emission band was not significant because the presence of two different chemical species in the same block may prevent the same type of luminophores from aggregating together.
SYNTHESIS OF ARYLAZOLES AND THEIR LUMINESCENT PROPERTIES
Andreeshchev, E. A.,Viktorova, V. S.,Kilin, S. F.,Kovyrzina, K. A.,Kosyakina, L. N.,at al.
, p. 1262 - 1266 (2007/10/02)
The luminescent spectral properties of aryl derivatives of indole, oxazole, thiazole, benzoxazole, benzothiazole, and oxadiazole have been studied.
